EP0503922A2 - Cosmetics having photoprotection properties - Google Patents
Cosmetics having photoprotection properties Download PDFInfo
- Publication number
- EP0503922A2 EP0503922A2 EP92302075A EP92302075A EP0503922A2 EP 0503922 A2 EP0503922 A2 EP 0503922A2 EP 92302075 A EP92302075 A EP 92302075A EP 92302075 A EP92302075 A EP 92302075A EP 0503922 A2 EP0503922 A2 EP 0503922A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- polymer resin
- cosmetic composition
- high polymer
- composition according
- ultraviolet absorbent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 64
- 230000003711 photoprotective effect Effects 0.000 title claims 4
- 230000002745 absorbent Effects 0.000 claims abstract description 59
- 239000002250 absorbent Substances 0.000 claims abstract description 59
- 239000000203 mixture Substances 0.000 claims abstract description 43
- 239000002952 polymeric resin Substances 0.000 claims abstract description 43
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 43
- 239000000843 powder Substances 0.000 claims abstract description 26
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 23
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 13
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 13
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 11
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- 239000011787 zinc oxide Substances 0.000 claims description 6
- 229960004050 aminobenzoic acid Drugs 0.000 claims description 5
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 5
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 claims description 5
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 claims description 5
- 229910001928 zirconium oxide Inorganic materials 0.000 claims description 5
- 150000008366 benzophenones Chemical class 0.000 claims description 4
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 claims description 4
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 claims description 4
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 4
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 3
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 239000004793 Polystyrene Substances 0.000 claims description 3
- 229930016911 cinnamic acid Natural products 0.000 claims description 3
- 235000013985 cinnamic acid Nutrition 0.000 claims description 3
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- 229920002223 polystyrene Polymers 0.000 claims description 3
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 3
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 claims description 2
- KBKGPMDADJLBEM-UHFFFAOYSA-N 1-(4-pentylphenyl)ethanone Chemical compound CCCCCC1=CC=C(C(C)=O)C=C1 KBKGPMDADJLBEM-UHFFFAOYSA-N 0.000 claims description 2
- LALVCWMSKLEQMK-UHFFFAOYSA-N 1-phenyl-3-(4-propan-2-ylphenyl)propane-1,3-dione Chemical compound C1=CC(C(C)C)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 LALVCWMSKLEQMK-UHFFFAOYSA-N 0.000 claims description 2
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 claims description 2
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 claims description 2
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 claims description 2
- CTETYEBLODEFQI-UHFFFAOYSA-N 2-(2-hydroxyethylamino)ethanol;3-(4-methoxyphenyl)propanoic acid Chemical compound OCCNCCO.COC1=CC=C(CCC(O)=O)C=C1 CTETYEBLODEFQI-UHFFFAOYSA-N 0.000 claims description 2
- XIOBZUDJYKXUEL-UHFFFAOYSA-N 4-ethyl-2-[(4-methoxyphenyl)methylidene]octanoic acid Chemical compound CCCCC(CC)CC(C(O)=O)=CC1=CC=C(OC)C=C1 XIOBZUDJYKXUEL-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 claims description 2
- HPMLGOFBKNGJAM-ONEGZZNKSA-N ethyl (e)-3-(1h-imidazol-5-yl)prop-2-enoate Chemical compound CCOC(=O)\C=C\C1=CN=CN1 HPMLGOFBKNGJAM-ONEGZZNKSA-N 0.000 claims description 2
- CBZHHQOZZQEZNJ-UHFFFAOYSA-N ethyl 4-[bis(2-hydroxypropyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=C(N(CC(C)O)CC(C)O)C=C1 CBZHHQOZZQEZNJ-UHFFFAOYSA-N 0.000 claims description 2
- 229950002083 octabenzone Drugs 0.000 claims description 2
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 claims description 2
- 229960001860 salicylate Drugs 0.000 claims description 2
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 claims description 2
- 230000000699 topical effect Effects 0.000 claims description 2
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 206010042496 Sunburn Diseases 0.000 abstract description 32
- 230000003405 preventing effect Effects 0.000 abstract description 18
- 230000000694 effects Effects 0.000 abstract description 9
- 238000012216 screening Methods 0.000 abstract description 8
- 238000006116 polymerization reaction Methods 0.000 abstract description 4
- 239000000463 material Substances 0.000 description 12
- 230000003449 preventive effect Effects 0.000 description 12
- 238000009472 formulation Methods 0.000 description 9
- 238000012360 testing method Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 208000010201 Exanthema Diseases 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 201000005884 exanthem Diseases 0.000 description 3
- INGMGRULDUBWPK-UHFFFAOYSA-N octyl 4-amino-2,3-dimethylbenzoate Chemical compound CCCCCCCCOC(=O)C1=CC=C(N)C(C)=C1C INGMGRULDUBWPK-UHFFFAOYSA-N 0.000 description 3
- 206010037844 rash Diseases 0.000 description 3
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 206010015150 Erythema Diseases 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004925 denaturation Methods 0.000 description 2
- 230000036425 denaturation Effects 0.000 description 2
- 231100000321 erythema Toxicity 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 108010025899 gelatin film Proteins 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- BSWRKKZXYUISNO-UHFFFAOYSA-N 2-(2-ethylhexoxy)benzoic acid Chemical compound CCCCC(CC)COC1=CC=CC=C1C(O)=O BSWRKKZXYUISNO-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000195940 Bryophyta Species 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 206010040914 Skin reaction Diseases 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 229940064004 antiseptic throat preparations Drugs 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- SODJJEXAWOSSON-UHFFFAOYSA-N bis(2-hydroxy-4-methoxyphenyl)methanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1O SODJJEXAWOSSON-UHFFFAOYSA-N 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 150000001851 cinnamic acid derivatives Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000002951 depilatory effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- -1 e.g. Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000005188 flotation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000035483 skin reaction Effects 0.000 description 1
- 231100000430 skin reaction Toxicity 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
- 210000004885 white matter Anatomy 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
- A61K8/0254—Platelets; Flakes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/28—Zirconium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/29—Titanium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
Definitions
- This invention relates to sunburn preventive cosmetics, and more particularly to cosmetics comprising a combination of a metal oxide flake and an ultraviolet absorbent-containing high polymer resin so as to exhibit high sunburn preventing effects.
- UV-B middle ultraviolet rays
- UV-A near ultraviolet rays
- a sun protection factor (SPF) value has been proposed as an index for protection of the skin from ultraviolet rays, and a higher SPF value is deemed to indicate a higher sunburn preventing effect.
- SPF sun protection factor
- sunburn preventive cosmetics contain ultraviolet absorbents or ultraviolet scattering agents for obtaining high SPF values.
- Known ultraviolet absorbents include benzophenone compounds, cinnamic acid compounds, and benzoic acid compounds. Achievement of effective sunburn prevention requires incorporating a relatively large quantity of the ultraviolet absorbent into cosmetic compositions. However, incorporating a large quantity of the ultraviolet absorbent causes various problems, such as reduction in compatibility with cosmetics bases, adverse influences on cosmetic bases (e.g., denaturation), decomposition of the ultraviolet absorbent which leads to reduction in ultraviolet absorptivity, coloring, etc., and impairment of safety (e.g., increased irritation to the skin). Therefore, use of ultraviolet absorbents as cosmetic material involves many disadvantages, and cosmetics containing such materials in large quantities lose their values as cosmetics.
- ultraviolet scattering agents include zinc oxide, titanium oxide, and kaolin. These inorganic pigments show an effect of scattering a broad range of ultraviolet rays, are less liable to denaturation on exposure to ultraviolet rays, and are less irritating to the skin because they do not penetrate into the skin. However, when they are applied to the skin, unsightly white matter remains on the skin due to their high covering power.
- plate-like metal oxides have been proposed for use as cosmetic materials. These materials are said to have high safety, provide a satisfactory makeup finish, and exhibit high ultraviolet scattering ability, as diclosed in Japanese Patent Application Laid-Open Nos. Sho-61-161212, Sho-62-4212, Sho-63-166819, and Hei-1-175921.
- an object of the present invention is to solve the above- mentioned problems. That is, an object of the present invention is to provide a cosmetic which exhibits high ultraviolet-screening effects (sunburn preventing effects), which is excellent in safety, which stably maintains an ultraviolet absorbent in the base thereof, and which gives a natural makeup finish.
- the present invention relates to cosmetics compositions for application to the skin to inhibit sunburn effects, comprising:
- the high polymer resin wall covers a core comprising the ultraviolet absorbent.
- Preferred high polymer resin materials include vinyl polymers, olefin-vinyl polymers, olefin-alkyl polymers, polyamides, acrylic resins, polystyrene, polyesters, and mixtures thereof; while preferred ultraviolet absorbents include aminobenzoic acid and its derivatives, salicyclic acid and its derivatives, cinnamic acid and its derivatives, benzophenone derivatives, urocanic acid and its derivatives, and mixtures thereof.
- Fig. 1 shows ultraviolet absorption characteristic curves of the ultraviolet absorbent-containing high polymer resin powders (UV-Powders) used in the present invention.
- Fig. 2 shows infrared-screening effects of the multi-layer cosmetics described in Case 2.
- the plate-like metal oxide which can be used in the present invention has an average thickness of from 0.01 to 3 ⁇ m and an average size of from 1 to 100 ⁇ m.
- the term "average thickness” as used herein means the average of thickness values measured on 100 flakes, and the term “average size” as used herein means the average value of (maximum diameter + minimum diameter)/2 as measured on 100 flakes.
- the metal oxide is not limited in kind as long as it is acceptable as a cosmetic material and has a shape or size within the above-specified range.
- Usable oxides include, for example, inorganic pigments, e.g., zinc oxide, titanium oxide, and zirconium oxide.
- the metal oxide flakes which can be used in the present invention may be prepared, for example, as follows. First of all, a plate-like metal oxide of a desired thickness is prepared, for example, using a method in which an organic solvent solution of a metal oxide is coated on a smooth surface action and the resulting film is cracked the action of steam to obtain thin plates as described in U.S. Patent 2,941,895; a method in which a metal oxide solution is coated on a gelatin film, and the gelatin film is then dissolved as described in Japanese Patent Publication No. Sho-30-473; a method of using vacuum evaporation as described in Japanese Patent Publication No.
- the resulting plate-like metal oxide is ground in a dry ball mill, a wet ball mill, a vibration mill, a jet mill, ertc. or subjected to one or more of classification means, such as vibrating sieves (e.g., a gyroshifter, a hammer screen), wet classifiers (e.g., a spiral classifier, a hydraulic classifier), dry classifiers (e.g., dynamic or centrifugal air classifier), or flotation, to obtain a specific size.
- classification means such as vibrating sieves (e.g., a gyroshifter, a hammer screen), wet classifiers (e.g., a spiral classifier, a hydraulic classifier), dry classifiers (e.g., dynamic or centrifugal air classifier), or flotation, to obtain a specific size.
- Flaky titanium oxide falling within the scope of the present invention is available from Sumitomo Chemical Co., Ltd., under the
- the high polymer resin containing therein an ultraviolet absorbent has such a structure that a high polymer resin wall covers a core comprising an ultraviolet absorbent.
- the ultraviolet absorbent-containing high polymer resin having such a structure is different from a resin powder containing an ultraviolet absorbent which is obtained merely by uniformly mixing an ultraviolet absorbent and a high polymer resin powder as diclosed in Japanese Patent Appplication Laid-Open No. Sho-62-22710. Namely, the resin material in the latter resin powder has a slow release property so that the ultraviolet absorbent is released into the cosmetic base over time causing the problem of poor stability of resin, whereas the ultraviolet absorbent-containing high polymer resin used in the present invention is free from such a disadvantage owing to the above-described structure.
- the high polymer resin materials capable of containing ultraviolet absorbents include, while not being limited to, vinyl polymers, olefin-vinyl polymers, olefin-allyl polymers, polyamides, acrylic resins, polystyrene, and polyesters.
- the ultraviolet absorbents which can be incorporated into the high polymer resin materials include, while not being limited to, aminobenzoic acid and/or derivatives thereof, salicyclic acid and/or derivatives thereof, cinnamic acid and/or derivatives thereof, benzophenone derivatives, and urocanic acid and/or derivatives thereof.
- ultraviolet absorbents are 2-hydroxy-4-methoxybezophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, 2,2′-dihydroxy-4-methoxybenzophenone, diethanolamine p-methoxyhydrocinnamate, ethyl-dihydroxypropyl p-aminobenzoate, glyceryl p-aminobenzoate, homomethyl salicylate, methyl o-amino-benzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, octyldimethyl p-aminobenzoate, 2-ethylhexyl-p-methoxycinnamic acid, 2-ethylhexylsalicylic acid, p-amino-benzoic acid, 2-phenylbenzimidazoyl-5-sulfonic acid, triethanolamine salicylate, 3-(4-methylbenzylid
- the ultraviolet absorbent-containing high polymer resin used in the present invention can be prepared by, for example, an in situ polymerization process in which an ultraviolet absorbent and, if desired, other arbitrary additives such as fats and oils are mixed a monomer of a high polymer resin in a dissolved state, and the mixture is emulsified by using an inorganic dispersion stabilizer to form an O/W emulsion, followed by polymerization to obtain a powder.
- the amount of the ultraviolet absorbent to be incorporated into the high polymer resin is usually not less than about 0.01% by weight, and preferably of from about 1.0 to about 50% by weight, per 100% by weight of the resin, though dependent on the amount in which the resulting ultraviolet absorbent-containing high polymer resin is incorporated into cosmetics, the kind of the ultraviolet absorbent used, the desired sunburn preventing effects, and the like. If the amount of the ultraviolet absorbent in the resin is so small as less than about 0.01% by weight, the ultraviolet absorbent-containing resin tends to fail to produce sufficient sunburn preventing effects even incorporated into cosmetics in a relatively large proportion. Besides, such an ultraviolet absorbent-containing resin is unsuitable as a cosmetic material, in such aspects as adhesion, spreadability and durability on the skin.
- the high polymer resin wall covering the ultraviolet absorbent becomes thin and instable with time so that the wall is apt to break when incorporated into cosmetics.
- the ultraviolet absorbent-containing high polymer resin usually has a size of from about 5 to about 20 ⁇ m.
- the amount of the metal oxide flake to be incorporated into cosmetics usually ranges from about 1 to about 70% by weight based on the total weight of a cosmetics though varying depending on the desired degree of sunburn preventing effects, the amount of the ultraviolet absorbent-containing high polymer resin powder to be used, and the like. If it is less than about 1% by weight, sufficient sunburn preventing effects will not be exhibited. If it exceeds about 70% by weight, the resulting cosmetics cannot be uniformly applied to the skin or they show poor utility (spreadability, durability, color formation, etc.) and are thus unsatisfactory as sunburn preventive cosmetics.
- the amount of the ultraviolet absorbent-containing high polymer resin powder to be incorporated into a cosmetic usually ranges from about 0.1 to about 70% by weight based on the total weight of the cosmetic, though varying depending on the desired degree of sunburn preventing effects, the amount of the metal oxide flake used in combination, and the like. If it is less than about 0.1% by weight, sufficient sunburn preventing effects cannot be obtained. If it exceeds about 70% by weight, the resulting cosmetics cannot be uniformly applied to the skin or they show poor utility (spreadability, durability, color formation, etc.) and are thus unsatisfactory as sunburn preventive cosmetics.
- the cosmetics according to the present invention may further contain, a cosmetically acceptable topical carrier which may include conventional levels of additives commonly employed in cosmetics, such as surface active agents, oily components, moisture retaining agents, pigments, antiseptics, etc. See, for example, U.S. Patent 5,041,282, Sabatelli et al, August 20, 1991, incorporated hereby by reference. Of course, the nature and level of these components will vary based upon the form which the final cosmetic composition will have (e.g. a lotion, a foundation, a face powder, a lipstick, a cream or mousse, to name a few).
- This cosmetically acceptable carrier comprises the balance of the composition and would generally be present at up to about 98.9%, preferably from about 20% to about 98.9%, of the composition.
- the unexpectedly enhanced ultraviolet-screening effects provided by the present invention result from the fact that the ultraviolet absorbent-containing high polymer resin powder is uniformly dispersed among layers of metal oxide flakes to absorb ultraviolet rays which remain unabsorbed by the metal oxide flakes alone.
- Luxelen (registered trademark) produced by Sumitomo Chemical Co., Ltd. was used as titanium oxide.
- Luxelen has an average thickness of 0.2 ⁇ m, an average size of 3 to 20 ⁇ m, a refractive index of 2.7, and a reflectance of 7 to 15%.
- Zinc oxide and zirconium oxide used in Examples had an average thickness and average size falling within the ranges as specified in the present invention.
- PMMA Polymethyl methacrylate resin particles containing octyldimethyl p-aminobenzoate [UV-(1)] and/or 4-t-butyl-4′-methoxybenzoylmethane [UV-(2)] as an ultraviolet absorbent in the proportions shown in Table 1 below were used.
- Ten or more Hartley female guinea pigs (b.w.: 250-350 g) were used us test animals.
- the back of the animal was shaved with an electric shaver, and any remaining hair was removed with a depilatory cream prior to exposure to sunlight.
- the animal being fixed, the shaved back was divided into a right purt and a left part along the back bone.
- One of the parts (right of left) was uniformly coated with a sample to give a spread of 2 mg/cm, with the other part (left or right) remaining uncoated.
- a 2 x 10 cm sun-screening tape having seven vertically aligned 1 x 1 cm square openings was adhered to each of the coated part and the uncoated part.
- Sunlight irradiation was started 15 minutes after the coating. While monitoring the UV-irradiation dose by means of a UV integrating meter, Radiometer, manufactured by Suga Test Instruments Co., Ltd., the openings were successively shut against sunlight with sun-screening tape at a point when a respective predetermined UV-irradiation dose, varying stepwise, was reached. On shutting all the openings, UV-irradiation was ceased, the tape was stripped off, and the animal was allowed to stand for 24 hours before evaluation.
- a UV integrating meter Radiometer, manufactured by Suga Test Instruments Co., Ltd.
- the skin reaction in the area corresponding to each opening was observed with eyes.
- the integrated irradiation dose on the area which showed the weakest erythema (rash) was taken as a minimum erythema dose (MED).
- Organoleptic tests were conducted with respect to a makeup finish and spreadability on the skin. Fifteen to twenty female panel members were asked to make up with each sample in the usual manner and to evaluate the finish and spreadability according to a 5-rank system: 5 ... excellent; 4 ... good; 3 ... moderate; 2 ... slightly bad; 1 ... bad. The sum of scores each sample gained was divided by the number of panel members, and the quotient was judged as follows.
- the cosmetics according to the present invention in which titanium oxide flakes and the ultraviolet absorbent-containing high polymer resin are used in combination are excellent in both SPF value and utility, especially showing high SPF values, as compared with those containing titanium oxide alone (Comparative Examples 1-5 and Comparative Example 7 in which a high polymer resin powder containing no ultraviolet absorbent was used in combination), those containing titanium oxide flakes alone (Comparative Example Nos. 6 and 11), those containing the ultraviolet absorbent-containing high polymer alone (Comparative Example Nos. 8-10), those containing titanium oxide in combination with the ultraviolet absorbent (octyldimethyl p-aminobenzoate) (Comparative Example No. 12), and those containing titanium oxide in combination with titanium oxide flakes.
- Table 3 shows formulations of multi-layer cosmetics (comprising 2 or 3 separate layers in a stationary state but which are to be used after shaking to provide a homogeneous phase), their SPF values and utility thereof.
- Example 8 As shown in Table 3, the cosmetic of Example 8 according to the present invention is significantly superior to that of Comparative Example 15 in SFP value and also excellent in utility, proving to have high sunburn preventing effects. Further, the cosmetic of Example 8 also proved excellent in infrared-screening effect as shown in Fig. 2.
- compositions falling within the scope of the present invention were prepared as follows and evaluated for SPF value and utility. The compositions shown below are given by percent by weight.
- the sunburn preventive cream having the above formulation had an SPF value of 17.2 and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
- the sunburn preventive milky lotion having the above formulation had an SPF value of 16.7 and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
- the creamy foundation having the above formulation had an SPF value of 16.2 and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
- the creamy foundation having the above formulation had an SPF value of 18.7 and exhibited satisfactory spreadability on the skin to give a natural makeup finish and was excellent in durability after makeup.
- composition having the above formulation had an SPF value of 14.7, showing sunburn preventing effects, and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
- the sunburn preventive oil having the above formulation had an SPF value of 17.5 showing sunburn preventing effects and exhibited a natural makeup finish and satisfactory spreadability on the skin.
- the lip-glow having the above formulation had an SPF value of 15.6, showing sunburn preventing effects, and exhibited a natural makeup finish and satisfactory spreadability on the skin.
- the cosmetics according to the present invention not only produce excellent effects of protecting the skin from harmful ultraviolet rays as can be seen from the SPF values obtained in the foregoing Examples but also safety, satisfactory utility, and satisfactory makeup finishes. They are valuable cosmetics which give a natural finish when used for facing.
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Abstract
Description
- This invention relates to sunburn preventive cosmetics, and more particularly to cosmetics comprising a combination of a metal oxide flake and an ultraviolet absorbent-containing high polymer resin so as to exhibit high sunburn preventing effects.
- Ultraviolet rays reaching the grounds are known to include middle ultraviolet rays (290-320 µm; called UV-B) which induce rash of the skin, followed by inflammation leading to skin darkening and are regarded as one of causes of cutaneous cancer, and near ultraviolet rays (320-400 nm; called UV-A) which are less causative of rash but oxidize reduced melanin in the skin to cause deposition of melanin pigment leading to skin darkening or which are regarded to accelerate aging of the skin through long-term exposure.
- With elucidation of the influences of ultraviolet rays on the skin, there has been an increasing demand for sunburn preventive cosmetics. A sun protection factor (SPF) value has been proposed as an index for protection of the skin from ultraviolet rays, and a higher SPF value is deemed to indicate a higher sunburn preventing effect. Reference can be made, for example, to Fukuda Minoru, KOSHOKAISHI, "Sun-Screen and SPF," Vol. 8, No. 4, pp. 315-323 (1984).
- In general, sunburn preventive cosmetics contain ultraviolet absorbents or ultraviolet scattering agents for obtaining high SPF values.
- Known ultraviolet absorbents include benzophenone compounds, cinnamic acid compounds, and benzoic acid compounds. Achievement of effective sunburn prevention requires incorporating a relatively large quantity of the ultraviolet absorbent into cosmetic compositions. However, incorporating a large quantity of the ultraviolet absorbent causes various problems, such as reduction in compatibility with cosmetics bases, adverse influences on cosmetic bases (e.g., denaturation), decomposition of the ultraviolet absorbent which leads to reduction in ultraviolet absorptivity, coloring, etc., and impairment of safety (e.g., increased irritation to the skin). Therefore, use of ultraviolet absorbents as cosmetic material involves many disadvantages, and cosmetics containing such materials in large quantities lose their values as cosmetics.
- On the other hand, ultraviolet scattering agents include zinc oxide, titanium oxide, and kaolin. These inorganic pigments show an effect of scattering a broad range of ultraviolet rays, are less liable to denaturation on exposure to ultraviolet rays, and are less irritating to the skin because they do not penetrate into the skin. However, when they are applied to the skin, unsightly white matter remains on the skin due to their high covering power.
- In order to overcome these disadvantages, zinc oxide, titanium oxide, zirconium oxide, etc. in the form of fine particles have been proposed. However, such particles undergo secondary agglomeration when incorpaorated into cosmetics, not only failing to exhibit sufficient sunburn preventive effects as expected from sunburn preventive cosmetics, but also resulting in poor spreadability on the skin.
- In the light of the above-described circumstances, plate-like metal oxides have been proposed for use as cosmetic materials. These materials are said to have high safety, provide a satisfactory makeup finish, and exhibit high ultraviolet scattering ability, as diclosed in Japanese Patent Application Laid-Open Nos. Sho-61-161212, Sho-62-4212, Sho-63-166819, and Hei-1-175921.
- Although these materials are safe and give a natural makeup finish, the sunburn preventing effects attained are still insufficient irrespective of whether they are used alone or in combination with ordinary ultraviolet absorbents in amounts that cause no safety problem.
- Accordingly, there still has been a demand in the art to develop cosmetics that are safe to use and yet have high sunburn preventing effects.
- An object of the present invention, therefore, is to solve the above- mentioned problems. That is, an object of the present invention is to provide a cosmetic which exhibits high ultraviolet-screening effects (sunburn preventing effects), which is excellent in safety, which stably maintains an ultraviolet absorbent in the base thereof, and which gives a natural makeup finish.
- The present invention relates to cosmetics compositions for application to the skin to inhibit sunburn effects, comprising:
- (a) an effective amount (preferably from about 1% to about 70%) of metal oxide flakes (preferably zinc oxide, titanium oxide, zirconium oxide and mixtures thereof) having a thickness of from about 0.01 to about 3 mm and an average size of from abuot 1 to about 100 µm, and
- (b) an effective amount (preferably from about 0.1% to about 70%) of a high polymer resin powder obtained by polymerizing a monomer of the high polymer resin uniformly mixed with the UV absorbent.
- In preferred polymer resin powders, the high polymer resin wall covers a core comprising the ultraviolet absorbent. Preferred high polymer resin materials include vinyl polymers, olefin-vinyl polymers, olefin-alkyl polymers, polyamides, acrylic resins, polystyrene, polyesters, and mixtures thereof; while preferred ultraviolet absorbents include aminobenzoic acid and its derivatives, salicyclic acid and its derivatives, cinnamic acid and its derivatives, benzophenone derivatives, urocanic acid and its derivatives, and mixtures thereof.
- Fig. 1 shows ultraviolet absorption characteristic curves of the ultraviolet absorbent-containing high polymer resin powders (UV-Powders) used in the present invention.
- Fig. 2 shows infrared-screening effects of the multi-layer cosmetics described in
Case 2. - The inventors have conducted extensive investigations to solve the above-described problems and, as a result, found that a cosmetic containing a metal oxide flake having an average thickness of from 0.01 to 3 µm and an average size of from 1 to 100 µm and a high polymer resin powder containing therein an ultraviolet absorbent which is obtained by polymerization of a monomer for a high polymer resin uniformly mixed with an ultraviolet absorbent exhibits high ultraviolet-screening effects (sunburn preventing effects), has excellent safety, stably maintains an ultraviolet absorbent in the base thereof, and gives a natural makeup finish, thus having completed the present invention.
- That is, when a metal oxide flake and an ultraviolet absorbent-containing high polymer resin are combined, a significantly high SPF value can be obtained even if the total amount of these two components in cosmetics is relatively small. From the standpoint of safety, there is no need to consider the safety problem since the above-mentioned synergistic effect of two components allows the requisite amount of the ultraviolet absorbent to be relatively reduced and, in addition, the ultraviolet absorbent, being covered with the high polymer resin, is not brought into direct contact with the skin. Moreover, from the standpoint of utility, the cosmetics using these two components exhibit excellent performance, for example, in terms of makeup finish and spreadability on the skin.
- The plate-like metal oxide which can be used in the present invention has an average thickness of from 0.01 to 3 µm and an average size of from 1 to 100 µm. The term "average thickness" as used herein means the average of thickness values measured on 100 flakes, and the term "average size" as used herein means the average value of (maximum diameter + minimum diameter)/2 as measured on 100 flakes. The metal oxide is not limited in kind as long as it is acceptable as a cosmetic material and has a shape or size within the above-specified range. Usable oxides include, for example, inorganic pigments, e.g., zinc oxide, titanium oxide, and zirconium oxide.
- The metal oxide flakes which can be used in the present invention may be prepared, for example, as follows. First of all, a plate-like metal oxide of a desired thickness is prepared, for example, using a method in which an organic solvent solution of a metal oxide is coated on a smooth surface action and the resulting film is cracked the action of steam to obtain thin plates as described in U.S. Patent 2,941,895; a method in which a metal oxide solution is coated on a gelatin film, and the gelatin film is then dissolved as described in Japanese Patent Publication No. Sho-30-473; a method of using vacuum evaporation as described in Japanese Patent Publication No. Sho-39-25280; or a method in which metal oxide fibers are treated with an acid and then with heat as described in Japanese Patent Application Laid-Open No. Sho-58-88121. Subsequently, the resulting plate-like metal oxide is ground in a dry ball mill, a wet ball mill, a vibration mill, a jet mill, ertc. or subjected to one or more of classification means, such as vibrating sieves (e.g., a gyroshifter, a hammer screen), wet classifiers (e.g., a spiral classifier, a hydraulic classifier), dry classifiers (e.g., dynamic or centrifugal air classifier), or flotation, to obtain a specific size. Flaky titanium oxide falling within the scope of the present invention is available from Sumitomo Chemical Co., Ltd., under the trade name of Luxelen (registered trademark).
- The high polymer resin containing therein an ultraviolet absorbent has such a structure that a high polymer resin wall covers a core comprising an ultraviolet absorbent. The ultraviolet absorbent-containing high polymer resin having such a structure is different from a resin powder containing an ultraviolet absorbent which is obtained merely by uniformly mixing an ultraviolet absorbent and a high polymer resin powder as diclosed in Japanese Patent Appplication Laid-Open No. Sho-62-22710. Namely, the resin material in the latter resin powder has a slow release property so that the ultraviolet absorbent is released into the cosmetic base over time causing the problem of poor stability of resin, whereas the ultraviolet absorbent-containing high polymer resin used in the present invention is free from such a disadvantage owing to the above-described structure.
- The high polymer resin materials capable of containing ultraviolet absorbents include, while not being limited to, vinyl polymers, olefin-vinyl polymers, olefin-allyl polymers, polyamides, acrylic resins, polystyrene, and polyesters.
- The ultraviolet absorbents which can be incorporated into the high polymer resin materials include, while not being limited to, aminobenzoic acid and/or derivatives thereof, salicyclic acid and/or derivatives thereof, cinnamic acid and/or derivatives thereof, benzophenone derivatives, and urocanic acid and/or derivatives thereof. Specific examples of these ultraviolet absorbents are 2-hydroxy-4-methoxybezophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, 2,2′-dihydroxy-4-methoxybenzophenone, diethanolamine p-methoxyhydrocinnamate, ethyl-dihydroxypropyl p-aminobenzoate, glyceryl p-aminobenzoate, homomethyl salicylate, methyl o-amino-benzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, octyldimethyl p-aminobenzoate, 2-ethylhexyl-p-methoxycinnamic acid, 2-ethylhexylsalicylic acid, p-amino-benzoic acid, 2-phenylbenzimidazoyl-5-sulfonic acid, triethanolamine salicylate, 3-(4-methylbenzylidene)-camphor, 2,4-dihydroxybenzophenone, 2,2′,4,4′-tetrahydroxybenzophenone, 2,2′-dihydroxy-4,4′-dimethoxybenzophenone, octabenzone, 4-isopropyldibenzoylmethane, 4-t-butyl-4′-methoxybenzoyl-methane, 2-ethyl-2-cyano-3,3′-diphenylacrylate, urocanic acid, and ethyl urocanate. These ultraviolet absorbents may be used either individually or as a mixture of two or more thereof. They may be used in combination with conventional additives which can be used in cosmetics, such as fats and oils, esters, hydrocarbons, and liquid higher alcohols.
- The ultraviolet absorbent-containing high polymer resin used in the present invention can be prepared by, for example, an in situ polymerization process in which an ultraviolet absorbent and, if desired, other arbitrary additives such as fats and oils are mixed a monomer of a high polymer resin in a dissolved state, and the mixture is emulsified by using an inorganic dispersion stabilizer to form an O/W emulsion, followed by polymerization to obtain a powder.
- The amount of the ultraviolet absorbent to be incorporated into the high polymer resin is usually not less than about 0.01% by weight, and preferably of from about 1.0 to about 50% by weight, per 100% by weight of the resin, though dependent on the amount in which the resulting ultraviolet absorbent-containing high polymer resin is incorporated into cosmetics, the kind of the ultraviolet absorbent used, the desired sunburn preventing effects, and the like. If the amount of the ultraviolet absorbent in the resin is so small as less than about 0.01% by weight, the ultraviolet absorbent-containing resin tends to fail to produce sufficient sunburn preventing effects even incorporated into cosmetics in a relatively large proportion. Besides, such an ultraviolet absorbent-containing resin is unsuitable as a cosmetic material, in such aspects as adhesion, spreadability and durability on the skin. On the other hand, if it exceeds about 50% by weight, the high polymer resin wall covering the ultraviolet absorbent becomes thin and instable with time so that the wall is apt to break when incorporated into cosmetics. One sometimes fails to obtain high polymer resins containing such a large amount of an ultraviolet absorbent depending on the kind of the ultraviolet absorbent used.
- The ultraviolet absorbent-containing high polymer resin usually has a size of from about 5 to about 20µm.
- The amount of the metal oxide flake to be incorporated into cosmetics usually ranges from about 1 to about 70% by weight based on the total weight of a cosmetics though varying depending on the desired degree of sunburn preventing effects, the amount of the ultraviolet absorbent-containing high polymer resin powder to be used, and the like. If it is less than about 1% by weight, sufficient sunburn preventing effects will not be exhibited. If it exceeds about 70% by weight, the resulting cosmetics cannot be uniformly applied to the skin or they show poor utility (spreadability, durability, color formation, etc.) and are thus unsatisfactory as sunburn preventive cosmetics.
- The amount of the ultraviolet absorbent-containing high polymer resin powder to be incorporated into a cosmetic usually ranges from about 0.1 to about 70% by weight based on the total weight of the cosmetic, though varying depending on the desired degree of sunburn preventing effects, the amount of the metal oxide flake used in combination, and the like. If it is less than about 0.1% by weight, sufficient sunburn preventing effects cannot be obtained. If it exceeds about 70% by weight, the resulting cosmetics cannot be uniformly applied to the skin or they show poor utility (spreadability, durability, color formation, etc.) and are thus unsatisfactory as sunburn preventive cosmetics.
- In addition to the metal oxide flake and the ultraviolet absorbent-containing high polymer resin powder, the cosmetics according to the present invention may further contain, a cosmetically acceptable topical carrier which may include conventional levels of additives commonly employed in cosmetics, such as surface active agents, oily components, moisture retaining agents, pigments, antiseptics, etc. See, for example, U.S. Patent 5,041,282, Sabatelli et al, August 20, 1991, incorporated hereby by reference. Of course, the nature and level of these components will vary based upon the form which the final cosmetic composition will have (e.g. a lotion, a foundation, a face powder, a lipstick, a cream or mousse, to name a few). This cosmetically acceptable carrier comprises the balance of the composition and would generally be present at up to about 98.9%, preferably from about 20% to about 98.9%, of the composition.
- Without being bound by theory, it is believed that the unexpectedly enhanced ultraviolet-screening effects provided by the present invention result from the fact that the ultraviolet absorbent-containing high polymer resin powder is uniformly dispersed among layers of metal oxide flakes to absorb ultraviolet rays which remain unabsorbed by the metal oxide flakes alone.
- The present invention is now illustrated in greater detail by way of Examples, but it should be understood that the present invention is not deemed to be limited thereto.
Material: - "Luxelen" (registered trademark) produced by Sumitomo Chemical Co., Ltd. was used as titanium oxide. Luxelen has an average thickness of 0.2 µm, an average size of 3 to 20 µm, a refractive index of 2.7, and a reflectance of 7 to 15%.
- Zinc oxide and zirconium oxide used in Examples had an average thickness and average size falling within the ranges as specified in the present invention.
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- In liquid paraffin used as a dispersion medium, 2% of each of the PMMA resin powders containing the ultraviolet absorbent as shown in Table 1 was uniformly dispersed to prepare a paste. Ultraviolet absorption characteristics of each paste (thickness: 7 µm) are shown in Fig. 1. UV-Powder 0000 showed no ultraviolet absorption characteristics, revealing its absorption spectrum as a base line.
- Ten or more Hartley female guinea pigs (b.w.: 250-350 g) were used us test animals. The back of the animal was shaved with an electric shaver, and any remaining hair was removed with a depilatory cream prior to exposure to sunlight. The animal being fixed, the shaved back was divided into a right purt and a left part along the back bone. One of the parts (right of left) was uniformly coated with a sample to give a spread of 2 mg/cm, with the other part (left or right) remaining uncoated. Then, a 2 x 10 cm sun-screening tape having seven vertically aligned 1 x 1 cm square openings was adhered to each of the coated part and the uncoated part. Sunlight irradiation was started 15 minutes after the coating. While monitoring the UV-irradiation dose by means of a UV integrating meter, Radiometer, manufactured by Suga Test Instruments Co., Ltd., the openings were successively shut against sunlight with sun-screening tape at a point when a respective predetermined UV-irradiation dose, varying stepwise, was reached. On shutting all the openings, UV-irradiation was ceased, the tape was stripped off, and the animal was allowed to stand for 24 hours before evaluation.
- The skin reaction in the area corresponding to each opening was observed with eyes. The integrated irradiation dose on the area which showed the weakest erythema (rash) was taken as a minimum erythema dose (MED).
-
- Organoleptic tests were conducted with respect to a makeup finish and spreadability on the skin. Fifteen to twenty female panel members were asked to make up with each sample in the usual manner and to evaluate the finish and spreadability according to a 5-rank system: 5 ... excellent; 4 ... good; 3 ... moderate; 2 ... slightly bad; 1 ... bad. The sum of scores each sample gained was divided by the number of panel members, and the quotient was judged as follows.
-
- As can be seen from Table 2, the cosmetics according to the present invention in which titanium oxide flakes and the ultraviolet absorbent-containing high polymer resin are used in combination (Examples Nos. 1 to 7) are excellent in both SPF value and utility, especially showing high SPF values, as compared with those containing titanium oxide alone (Comparative Examples 1-5 and Comparative Example 7 in which a high polymer resin powder containing no ultraviolet absorbent was used in combination), those containing titanium oxide flakes alone (Comparative Example Nos. 6 and 11), those containing the ultraviolet absorbent-containing high polymer alone (Comparative Example Nos. 8-10), those containing titanium oxide in combination with the ultraviolet absorbent (octyldimethyl p-aminobenzoate) (Comparative Example No. 12), and those containing titanium oxide in combination with titanium oxide flakes.
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- As shown in Table 3, the cosmetic of Example 8 according to the present invention is significantly superior to that of Comparative Example 15 in SFP value and also excellent in utility, proving to have high sunburn preventing effects. Further, the cosmetic of Example 8 also proved excellent in infrared-screening effect as shown in Fig. 2.
- Various cosmetics falling within the scope of the present invention were prepared as follows and evaluated for SPF value and utility. The compositions shown below are given by percent by weight.
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- The sunburn preventive cream having the above formulation had an SPF value of 17.2 and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
-
- The sunburn preventive milky lotion having the above formulation had an SPF value of 16.7 and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
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- The creamy foundation having the above formulation had an SPF value of 16.2 and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
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- The creamy foundation having the above formulation had an SPF value of 18.7 and exhibited satisfactory spreadability on the skin to give a natural makeup finish and was excellent in durability after makeup.
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- The composition having the above formulation had an SPF value of 14.7, showing sunburn preventing effects, and exhibited satisfactory spreadability on the skin to give a natural makeup finish.
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- The sunburn preventive oil having the above formulation had an SPF value of 17.5 showing sunburn preventing effects and exhibited a natural makeup finish and satisfactory spreadability on the skin.
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- The lip-glow having the above formulation had an SPF value of 15.6, showing sunburn preventing effects, and exhibited a natural makeup finish and satisfactory spreadability on the skin.
- The cosmetics according to the present invention not only produce excellent effects of protecting the skin from harmful ultraviolet rays as can be seen from the SPF values obtained in the foregoing Examples but also safety, satisfactory utility, and satisfactory makeup finishes. They are valuable cosmetics which give a natural finish when used for facing.
Claims (14)
- A photoprotective cosmetic composition for application to skin comprising:(a) an effective amount of metal oxide flakes having a thickness of from about 0.01 to about 3 µm and an average size of from about 1 to about 100 µm; and(b) an effective amount of a high polymer resin powder obtained by polymerizing a monomer of a high polymer resin uniformly mixed with an ultraviolet absorbent.
- The cosmetic composition according to Claim 1, the balance of which comprises a cosmetically acceptable topical carrier.
- The cosmetic composition according to Claim 2 wherein the high polymer resin powder has a structure wherein a high polymer resin well covers a core comprising the ultraviolet absorbent.
- The cosmetic composition according to Claim 3 wherein the metal oxide flakes comprise from about 1% to about 70% of said composition.
- The cosmetic composition according to Claim 4 wherein the high polymer resin powder comprises from about 0.1% to about 70% of said composition.
- The cosmetic composition according to Claim 5 wherein the high resin powder contains from about 1% to about 50% (by weight of the powder) of the ultraviolet absorbent.
- The cosmetic composition according to Claim 6 wherein the high polymer resin is selected from the group consisting of vinyl polymers, olefin-vinyl polymers, olefin-alkyl polymers, polyamides, acrylic rsins, polystyrene, polyesters, and the mixtures thereof.
- The cosmetic composition according to Claim 7 wherein the ultraviolet absorbent is selected from the group consisting of aminobenzoic acid and derivatives thereof, salicyclic acid and deerivatives thereof, cinnamic acid and derivatives thereof, benzophenone derivatives, urocanic acid and derivatives thereof, and mixtures thereof.
- The cosmetic composition according to Claim 8 wherein the ultraviolet absorbent is selected from the group consisting of 2-hydroxy-4-methoxybezo-phenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, 2,2′-dihydroxy-4-methoxybenzophenone, diethanolamine p-methoxyhydrocinnamate, ethyl-dihydroxypropyl p-amino-benzoate, glyceryl p-aminobenzoate, homomethyl salicylate, methyl o-amino-benzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, octyldimethyl p-aminobenzoate, 2-ethylhexyl-p-methoxycinnamic acid, 2-ethylhexylsalicyclic acid, p-amino-benzoic acid, 2-phenylbenzimidazoyl-5-sulfonic acid, triethanolamine salicylate, 3-(4-methylbenzylidene)-camphor, 2,4-dihydroxybenzophenone, 2,2′,4,4′-tetrahydroxybenzophenone, 2,2′-dihydroxy-4,4′-dimethoxybenzopheneone, octabenzone, 4-isopropyldibenzoylmethane, 4-t-butyl-4′-methoxybenzoyl-methane, 2-ethyl-2-cyano-3,3′-diphenylacrylate, urocanic acid, ethyl urocanate, and mixtures thereof.
- The cosmetic composition according to Claim 8 wherein the metal oxide flakes are selected from the group consisting of zinc oxide, titanium oxide, zirconium oxide, and mixtures thereof.
- The cosmetic composition according to Claim 10 wherein the high polymer resin powder has a size of from about 5 µm to about 20 µm.
- The cosmetic composition according to Claim 10 wherein, in the high polymer resin powder, the high polymer resin is polymethyl methacrylate and the ultraviolet absorbent is selected from the group consisting of octyldimethyl 4-t-butyl-4′-methoxybenzoyl-methane, and mixtures thereof.
- A method of providing cosmetic and photoprotection benefits to the skin by applying to the skin an effective amount of the cosmetic composition according to Claim 5.
- A method of providing cosmetic and photoprotection benefits to the skin by applying to the skin an effective amount of the cosmetic composition according to Claim 10.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP51591/91 | 1991-03-15 | ||
JP3051591A JPH04288010A (en) | 1991-03-15 | 1991-03-15 | Cosmetic |
US08/199,867 US5585090A (en) | 1991-03-15 | 1994-02-22 | Cosmetics having sunscreen properties |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0503922A2 true EP0503922A2 (en) | 1992-09-16 |
EP0503922A3 EP0503922A3 (en) | 1993-04-07 |
EP0503922B1 EP0503922B1 (en) | 1995-12-20 |
Family
ID=26392134
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP92302075A Expired - Lifetime EP0503922B1 (en) | 1991-03-15 | 1992-03-11 | Cosmetics having photoprotection properties |
Country Status (10)
Country | Link |
---|---|
US (1) | US5585090A (en) |
EP (1) | EP0503922B1 (en) |
JP (1) | JPH04288010A (en) |
CN (1) | CN1067175A (en) |
AU (1) | AU663697B2 (en) |
CA (1) | CA2062651C (en) |
CS (1) | CS76392A3 (en) |
DE (1) | DE69206853T2 (en) |
ES (1) | ES2083082T3 (en) |
TR (1) | TR25814A (en) |
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EP0796612A1 (en) * | 1996-03-20 | 1997-09-24 | L'oreal | Cosmetic compositions comprising nanopigments |
FR2746301A1 (en) * | 1996-03-20 | 1997-09-26 | Oreal | Cosmetic compositions for use in e.g. lipsticks, sun protection creams |
FR2760361A1 (en) * | 1997-03-10 | 1998-09-11 | Oreal | PHOTOPROTECTIVE COSMETIC COMPOSITIONS CONTAINING A SYSTEM FILTERING UV RAYS, A DISPERSION OF NON-FILMOGENOUS POLYMER PARTICLES AND A FAT PHASE |
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FR2800991A1 (en) * | 1999-11-17 | 2001-05-18 | Bio Sources Ind | Photo-stabilization of butyl-methoxy-dibenzoyl methane, for use in cosmetic compositions for solar protection, involves association with phenyl or preferably benzyl salicylate |
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JPS57120514A (en) * | 1981-01-20 | 1982-07-27 | Pola Chem Ind Inc | Cosmetic having ultraviolet light shielding effect |
EP0191292A2 (en) * | 1985-01-11 | 1986-08-20 | Sumitomo Chemical Company, Limited | Cosmetics comprising a titanium oxide pigment |
JPS624212A (en) * | 1985-06-28 | 1987-01-10 | Catalysts & Chem Ind Co Ltd | Cosmetic composition |
JPS6222710A (en) * | 1985-07-19 | 1987-01-30 | Seitetsu Kagaku Co Ltd | Anti-sunburn cosmetic |
FR2622440A1 (en) * | 1987-10-28 | 1989-05-05 | Oreal | TRANSPARENT COSMETIC COMPOSITION REFLECTING INFRARED RADIATION BASED ON TITANIUM DIOXIDE FLAKES AND ITS USE FOR THE PROTECTION OF THE HUMAN SKIN AGAINST INFRARED RADIATION |
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MY100306A (en) * | 1985-12-18 | 1990-08-11 | Kao Corp | Anti-suntan cosmetic composition |
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US5093099A (en) * | 1987-11-16 | 1992-03-03 | Kao Corporation | Flaky powder of zinc oxide and its composition for external use |
GB8906258D0 (en) * | 1989-03-18 | 1989-05-04 | Boots Co Plc | Sunscreen compositions |
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US5087445A (en) * | 1989-09-08 | 1992-02-11 | Richardson-Vicks, Inc. | Photoprotection compositions having reduced dermal irritation |
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FR2680684B1 (en) * | 1991-08-29 | 1993-11-12 | Oreal | COSMETIC FILTERING COMPOSITION COMPRISING A METAL OXIDE NANOPIGMENT AND A FILTERED POLYMER. |
GB9211708D0 (en) * | 1992-06-03 | 1992-07-15 | Unilever Plc | Cosmetic composition |
-
1991
- 1991-03-15 JP JP3051591A patent/JPH04288010A/en active Pending
-
1992
- 1992-03-11 DE DE69206853T patent/DE69206853T2/en not_active Expired - Fee Related
- 1992-03-11 ES ES92302075T patent/ES2083082T3/en not_active Expired - Lifetime
- 1992-03-11 EP EP92302075A patent/EP0503922B1/en not_active Expired - Lifetime
- 1992-03-11 CA CA002062651A patent/CA2062651C/en not_active Expired - Fee Related
- 1992-03-13 AU AU12837/92A patent/AU663697B2/en not_active Ceased
- 1992-03-13 CS CS92763A patent/CS76392A3/en unknown
- 1992-03-14 CN CN92102479.7A patent/CN1067175A/en active Pending
- 1992-03-16 TR TR92/0214A patent/TR25814A/en unknown
-
1994
- 1994-02-22 US US08/199,867 patent/US5585090A/en not_active Expired - Fee Related
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JPS57120514A (en) * | 1981-01-20 | 1982-07-27 | Pola Chem Ind Inc | Cosmetic having ultraviolet light shielding effect |
EP0191292A2 (en) * | 1985-01-11 | 1986-08-20 | Sumitomo Chemical Company, Limited | Cosmetics comprising a titanium oxide pigment |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0796612A1 (en) * | 1996-03-20 | 1997-09-24 | L'oreal | Cosmetic compositions comprising nanopigments |
FR2746301A1 (en) * | 1996-03-20 | 1997-09-26 | Oreal | Cosmetic compositions for use in e.g. lipsticks, sun protection creams |
FR2746302A1 (en) * | 1996-03-20 | 1997-09-26 | Oreal | COSMETIC COMPOSITIONS COMPRISING NANOPIGMENTS |
US6004567A (en) * | 1996-03-20 | 1999-12-21 | L'oreal | Cosmetic compositions comprising nanopigments |
US6132745A (en) * | 1996-03-20 | 2000-10-17 | L'oreal | Cosmetic compositions comprising nanopigments |
FR2760361A1 (en) * | 1997-03-10 | 1998-09-11 | Oreal | PHOTOPROTECTIVE COSMETIC COMPOSITIONS CONTAINING A SYSTEM FILTERING UV RAYS, A DISPERSION OF NON-FILMOGENOUS POLYMER PARTICLES AND A FAT PHASE |
EP0864316A1 (en) * | 1997-03-10 | 1998-09-16 | L'oreal | Cosmetic sunscreen compositions containing a UV filter, a dispersion of non film-forming polymeric particles and an oil phase |
US5932194A (en) * | 1997-03-10 | 1999-08-03 | Societe L'oreal S.A. | UV-Photoprotective cosmetic compositions comprising polymer particulates/fatty phases having unique refractive indices |
Also Published As
Publication number | Publication date |
---|---|
TR25814A (en) | 1993-09-01 |
DE69206853T2 (en) | 1996-07-25 |
CA2062651C (en) | 1997-05-27 |
EP0503922A3 (en) | 1993-04-07 |
CA2062651A1 (en) | 1992-09-16 |
CS76392A3 (en) | 1992-11-18 |
AU1283792A (en) | 1992-09-17 |
JPH04288010A (en) | 1992-10-13 |
US5585090A (en) | 1996-12-17 |
EP0503922B1 (en) | 1995-12-20 |
ES2083082T3 (en) | 1996-04-01 |
AU663697B2 (en) | 1995-10-19 |
DE69206853D1 (en) | 1996-02-01 |
CN1067175A (en) | 1992-12-23 |
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